Best Quesadillas in Loop, Chicago
The 13 top-rated quesadillas in Loop, Chicago, ranked by flavor score.
The top choice is quesadillas at Ayayay - Mexican Eatery (60 E Lake St Ste 1), with a flavor score of 87 out of 100 from 16 diner ratings. Flavor scores come from what real diners say in their reviews. Last updated August 27, 2026. How flavor scores work →
Best Quesadillas across Chicago→- Ranked #1At Ayayay - Mexican Eatery60 E Lake St Ste 1
- Ranked #2At Gordo's Tiny Taco Bar333 E Benton Pl Suite 100
- Ranked #3At Broken English Taco Pub75 E Lake St
The quesadilla is praised for its generous size and flavor, though some found it underfilled or overly salty.
- Ranked #4At El Greco's Burritos24 E Adams St
- Ranked #5At QDOBA Mexican Eats100 N Lasalle St Ste 100
The quesadillas feature melted cheese and flavorful fillings, though some found them overpriced and lacking in unique taste compared to competitors.
- Ranked #6At Senoritas Cantina On Dearborn610 S Dearborn St
- Ranked #7At Flaco's Tacos725 S Dearborn St
Quesadillas are large and cheesy with good flavor, but some found them greasy or lacking in toppings.
- Ranked #8At Taco Rio457 E Riverwalk
- Ranked #9At QDOBA Mexican Eats175 W Jackson St Ste 103
- Ranked #10At Flaco's Tacos725 S Dearborn St
The chicken quesadilla often lacked flavor, with some finding the meat off-putting and others reporting food poisoning issues.